Hydrochloric Acid → 5-Fluorouracil

HRID 1075808Notes

Reaction equation

HRID 1075808 reaction equation
[F:1][CH:2]1[CH:7](OCC(F)(F)F)[NH:6][C:5](=[O:14])[NH:4][C:3]1=[O:15].Cl>>[F:1][C:2]1[C:3](=[O:15])[NH:4][C:5](=[O:14])[NH:6][CH:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 543952225-Fluoro-6-(2,2,2-trifluoroethoxy)dihydropyrimidine-2,4(1H,3H)-dione

Product 1

HCID 33855-FluorouracilYield 49.4%

Conditions

Temperature
0 °C

Procedure

0.43 g of 5-fluoro-6-(2,2,2-trifluoroethoxy)-5,6-dihydrouracil obtained in Example 2B was placed in a reflux flask and then 1 ml of concentrated HCl was added to the flask. When the flask contents were brought to refluxing conditions, precipitation of a solid occurred. The flask was cooled to 0°C, and the contents were filtered and washed with acetone, producing 0.12 g of 5-fluorouracil.

Workup

  1. temperatureto refluxing
  2. customconditions, precipitation of a solid
  3. filtrationthe contents were filtered
  4. washwashed with acetone

Sources & evidence

ORD record
ord-1816e739cc5d470f8f5f1e979a96afa4
Source dataset
uspto-grants-1976_05
Patent number
US03954759

Reaction notes

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